EP0799876A2 - Composition d'adhésif à poudre - Google Patents
Composition d'adhésif à poudre Download PDFInfo
- Publication number
- EP0799876A2 EP0799876A2 EP97105334A EP97105334A EP0799876A2 EP 0799876 A2 EP0799876 A2 EP 0799876A2 EP 97105334 A EP97105334 A EP 97105334A EP 97105334 A EP97105334 A EP 97105334A EP 0799876 A2 EP0799876 A2 EP 0799876A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- adhesive composition
- composition according
- powdery adhesive
- meth
- polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J131/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
- C09J131/02—Homopolymers or copolymers of esters of monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J125/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Adhesives based on derivatives of such polymers
- C09J125/02—Homopolymers or copolymers of hydrocarbons
- C09J125/04—Homopolymers or copolymers of styrene
- C09J125/08—Copolymers of styrene
- C09J125/14—Copolymers of styrene with unsaturated esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
Definitions
- the present invention relates to powdered adhesive compositions, processes for their preparation and their use in formulations for bonding porous and semi-porous substrates.
- aqueous dispersions are increasingly being used as binders for the production of pollutant-free adhesives.
- Suitable aqueous dispersions as described, for example, in US Pat. No. 4,654,388, DE-A 23 01 497 and EP-A 0 221 461, EP-A 0 315 070, EP-A 0 490 191 and EP-A 0 620 243 are described, in addition to a synthetic, free-radically polymerized polymer usually also contain tackifying resins, so-called tackifiers.
- Aqueous resin dispersions with resin contents between 50 and 70% by weight are also used as tackifiers.
- the tackifying resin is generally added to the aqueous dispersion of the polymer in the form of an organic solution or else as a resin melt, or else is added to the dispersion in combination with a wetting agent, plasticizer or high boiler.
- aqueous resin dispersions only a simple combination with a plastic dispersion suitable as a binder is necessary.
- aqueous products are a good breeding ground for microorganisms, they are usually preserved. For example, chloroacetamide, N-methylolchloroacetamide, 2-bromo-2-nitropropane-1,3-diol or isothiazolinones are used as preservatives.
- EP-A 0 134 451 describes dispersion powders which can also be used for the production of adhesives but do not themselves have a sufficient tack.
- the object of the present invention was to provide an adhesive which offers a high tack with sufficient storage stability and frost resistance and, moreover, does not require the addition of preservatives which are harmful to health.
- the object was achieved by producing a powdery adhesive composition which contains a polymer and a tackifying resin.
- Suitable vinyl ester polymers (a) are in particular vinyl acetate homopolymers or copolymers of vinyl acetate with ethylene and / or other vinyl esters, preferably vinyl propionate, vinyl pivalate, vinyl esters of ®Versatic acid 9, 10 or 11 (Shell chemistry), vinyl 2 ethylhexanoate and / or esters of acrylic acid and / or methacrylic acid with straight-chain, branched or cyclic alcohols with 1 to 22 carbon atoms.
- the (meth) acrylate and styrene (meth) acrylate polymers (a) are derived from polymers of styrene and / or esters of acrylic acid and / or methacrylic acid with straight-chain, branched or cyclic aliphatic alcohols with 1 to 22 carbon atoms, preferably methyl methacrylate, ethyl acrylate, n-butyl acrylate, n-butyl methacrylate, 2-ethylhexyl acrylate.
- the tackifying resins (tackifier) (b) used are preferably rosins, in particular balsam resins, tall resins, root resins, or hydrocarbon resins, in particular terpene resins, coumarone-indene resins, which may optionally be modified, preferably by esterification with polyhydric alcohols, for example ethylene glycol , Glycerin or pentaerythritol.
- the tackifying resins (b) are preferably used in amounts of 50 to 300% by weight, in particular 70 to 200% by weight, particularly preferably 90 to 150% by weight, based on (a).
- Suitable protective colloids (c) are preferably polyvinyl alcohols, etherified cellulose derivatives, such as hydroxyethylcellulose, methylcellulose, carboxymethylcellulose, water-soluble or degraded by hydrolysis of starches, lignin sulfonate, melamine formaldehyde sulfonates, naphthalene-, poly (meth) acrylic acid, poly (meth) acrylamide, polyvinylsulfonic acids, polyvinylpyrrolidone, Styrolmaleinklare- and vinyl ether maleic acid copolymers and mixtures thereof, in particular polyvinyl alcohol with a degree of hydrolysis of 70 to 100 mol%.
- etherified cellulose derivatives such as hydroxyethylcellulose, methylcellulose, carboxymethylcellulose, water-soluble or degraded by hydrolysis of starches, lignin sulfonate, melamine formaldehyde sulfonates, naphthalene-, poly (
- the protective colloids (c) are used in amounts of 0 to 60% by weight, preferably 5 to 50% by weight, in particular 10 to 40% by weight, based on the total amount of polymer (a) and tackifying resins (b ), used.
- emulsifiers preferably of the nonionic type, for example ethoxylation products of propylene oxide, alkyl polyglycol ethers, preferably ethoxylation products of lauryl, oleyl, stearyl or coconut fatty alcohol, and also alkylphenol polyglycol ethers, preferably ethoxylation products of octyl or nonylphenol, diisopropylphenol, triisopropylphenol or of di- or tri-tert-butylphenol can be used.
- alkyl polyglycol ethers preferably ethoxylation products of lauryl, oleyl, stearyl or coconut fatty alcohol
- alkylphenol polyglycol ethers preferably ethoxylation products of octyl or nonylphenol, diisopropylphenol, triisopropylphenol or of di- or tri-tert-butylphenol
- Suitable anti-caking agents (d) are preferably quartz, silicas, silicates, for example talc, mica, chlorite, aluminum silicate or carbonates, for example dolomite, calcium carbonate, or mixtures thereof. Particularly suitable are substances with average particle sizes of 0.1 to 100 ⁇ m in amounts of 0 to 40% by weight, preferably 5 to 25% by weight, based on the total solids content.
- Another object of the invention is a method for producing the powdery adhesive composition according to claim 1 by drying the underlying dispersion of polymer (a), tackifying resin (b) and optionally protective colloid (c) and anti-caking agent (d).
- the polymer (a) is prepared by generally known methods, preferably by emulsion polymerization of the corresponding monomers using a free-radical initiator.
- Esterified resins (b) are prepared by known esterification methods.
- the powdery adhesive composition consisting of (a) and (b) and optionally (c) and (d), is produced by spray drying the plastic dispersion in customary spray drying systems, atomization using multi-component nozzles or a rotating disk.
- the outlet temperature in the spray dryer is preferably in the range from 50 to 80 ° C.
- One or more anti-caking agents (d) are optionally added during drying.
- the powdered adhesive compositions can be redispersed well in water.
- the particle size distributions of the dispersions and redispersions used are largely identical.
- the invention also relates to the use of the powdery adhesive composition according to claim 1 in formulations for bonding porous and semi-porous substrates.
- the powders are particularly suitable in floor adhesives for gluing floor coverings. Bonding of paper, cardboard, polystyrene foam, felt, leather or wood is also possible. Laminating and labeling adhesives should be mentioned as an additional area of application.
- Customary additives such as fillers, thickeners and leveling agents, can also be added for the various uses. These substances can be incorporated before the spraying process or in the recipe.
- the preparations were spray-dried with the addition of an anti-caking agent combination of talc and dolomite (spray dryer from Niro, inlet temperature: 130 ° C., outlet temperature: 65 ° C., throughput: 1 kg / hour).
- the anti-caking agent content was 12%.
- the respective powder mixture was introduced into 200 parts of water with stirring and stirred for 5 minutes. After standing for 20 minutes, the mixture was stirred vigorously for another 5 minutes, after which the adhesives are ready for use.
- the result is adhesives that are easy to process and have a solids content of 53% and a viscosity of 23,000 (1a) or 26,000 mPa ⁇ s (1b) Brookfield spindle 7/20 rpm.
- the insertion time or open time of the adhesives is 60 minutes.
- gluing was carried out with a carpet with double backing (material that is difficult to glue) and a needle felt.
- test specimens were also stored at 70 ° C (standard only prescribes 23 ° C and 50 ° C).
- the mixtures were sprayed with the addition of the anti-caking agent combination mentioned in Example 1, the anti-caking agent content was adjusted to 20%.
- the blends were spray dried using silica as an anti-caking agent.
- the anti-caking agent content was 20%.
- Example 2b The spray-dried silica mentioned in Example (2b) was used as an anti-caking agent (20%).
- Example 2 The preparation was sprayed as in Example 1 and used in the formulation given there for a powdered carpet adhesive. In this case too, sufficient bond strengths were obtained.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19613931A DE19613931A1 (de) | 1996-04-06 | 1996-04-06 | Pulverförmige Klebstoffzusammensetzung |
| DE19613931 | 1996-04-06 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| EP0799876A2 true EP0799876A2 (fr) | 1997-10-08 |
| EP0799876A3 EP0799876A3 (fr) | 2000-02-23 |
| EP0799876B1 EP0799876B1 (fr) | 2003-07-02 |
| EP0799876B2 EP0799876B2 (fr) | 2006-11-15 |
Family
ID=7790742
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP97105334A Expired - Lifetime EP0799876B2 (fr) | 1996-04-06 | 1997-03-29 | Composition d'adhésif à poudre |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5994438A (fr) |
| EP (1) | EP0799876B2 (fr) |
| JP (1) | JPH1060399A (fr) |
| AT (1) | ATE244284T1 (fr) |
| DE (2) | DE19613931A1 (fr) |
| DK (1) | DK0799876T3 (fr) |
| ES (1) | ES2202508T5 (fr) |
| PT (1) | PT799876E (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1767506A1 (fr) * | 2005-09-27 | 2007-03-28 | Elotex AG | Poudres redispersables dans l'eau, procédé de production de lesdites poudres et leur utilisation |
| WO2011098412A1 (fr) | 2010-02-09 | 2011-08-18 | Akzo Nobel Chemicals International B.V. | Procédé pour rendre hydrophobes des mortiers sans ciment |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19742678A1 (de) * | 1997-09-26 | 1999-04-01 | Wacker Chemie Gmbh | Verfahren zur Herstellung von wäßrigen, Schutzkolloidstabilisierten Vinylester-Homo- und -Co-Polymerdispersionen |
| AU2002256076A1 (en) * | 2001-04-10 | 2002-10-28 | Interlock Industries, Inc. | Water based adhesive |
| CN1317344C (zh) * | 2004-12-17 | 2007-05-23 | 北京工业大学 | 一种亲水性防霜涂料 |
| DE102014225773A1 (de) | 2014-12-12 | 2016-06-16 | Wacker Chemie Ag | Polymere für Teppichbeschichtungs-Zusammensetzungen |
| CN111748313B (zh) * | 2020-07-29 | 2022-04-01 | 上海仁速新材料有限公司 | 一种紫外光固化胶黏剂及其制备方法和应用 |
| CN120365527B (zh) * | 2025-06-20 | 2025-10-03 | 山东一诺威新材料有限公司 | 风力发电叶片用聚氨酯泡沫填充材料及其制备方法和应用 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2550503A (en) * | 1947-07-01 | 1951-04-24 | Du Pont | Granular polyvinyl resins |
| US2765286A (en) * | 1952-01-05 | 1956-10-02 | Nat Starch Products Inc | Manufacture of polymer-resin granules |
| GB1223413A (en) * | 1967-01-04 | 1971-02-24 | Evode Ltd | Adhesive compositions and methods of use |
| DE2301497A1 (de) * | 1972-01-13 | 1973-08-02 | Casco Ab | Kunstharz-dispersions-kleber |
| DE3323810A1 (de) * | 1983-07-01 | 1985-01-03 | Wacker-Chemie GmbH, 8000 München | Verfahren zur herstellung waessriger polymerdispersionen und ihre verwendung |
| DE3323804A1 (de) * | 1983-07-01 | 1985-01-03 | Wacker-Chemie GmbH, 8000 München | Verfahren zur herstellung waessriger polymerdispersionen und ihre verwendung |
| DE3323851A1 (de) * | 1983-07-01 | 1985-01-03 | Wacker-Chemie GmbH, 8000 München | Verfahren zur herstellung waessriger polymerdispersionen und ihre verwendung |
| DK396084A (da) * | 1984-08-17 | 1986-02-18 | Bostik Ab | Klaebemiddel |
| DE3538983A1 (de) * | 1985-11-02 | 1987-05-14 | Basf Ag | Fussbodenbelags-kleber auf basis waessriger polymerdispersionen |
| DE3737630A1 (de) * | 1987-11-05 | 1989-05-18 | Henkel Kgaa | Waessriger kontaktkleber auf basis von eva-copolymeren |
| DE4039781A1 (de) * | 1990-12-13 | 1992-06-17 | Basf Ag | Loesungsmittelfreie klebstoffzusammensetzung auf basis eines waessrigen acrylatlatex |
| US5322731A (en) * | 1993-03-09 | 1994-06-21 | Minnesota Mining And Manufacturing Company | Adhesive beads |
| DE4312303A1 (de) * | 1993-04-15 | 1994-10-20 | Basf Ag | Verfahren zur Herstellung lösungsmittelfreier wäßriger Dispersionen |
| DE19601699A1 (de) * | 1996-01-18 | 1997-07-24 | Wacker Chemie Gmbh | Redispergierbare Polymerisatpulver und daraus erhältliche wäßrige Polymerisat-Dispersionen |
| DE19601697A1 (de) † | 1996-01-18 | 1997-07-24 | Wacker Chemie Gmbh | Redispergierbare Tackifierpulver |
-
1996
- 1996-04-06 DE DE19613931A patent/DE19613931A1/de not_active Withdrawn
-
1997
- 1997-03-29 DE DE59710360T patent/DE59710360D1/de not_active Expired - Lifetime
- 1997-03-29 AT AT97105334T patent/ATE244284T1/de not_active IP Right Cessation
- 1997-03-29 PT PT97105334T patent/PT799876E/pt unknown
- 1997-03-29 DK DK97105334T patent/DK0799876T3/da active
- 1997-03-29 ES ES97105334T patent/ES2202508T5/es not_active Expired - Lifetime
- 1997-03-29 EP EP97105334A patent/EP0799876B2/fr not_active Expired - Lifetime
- 1997-04-03 US US08/825,951 patent/US5994438A/en not_active Expired - Lifetime
- 1997-04-04 JP JP9086810A patent/JPH1060399A/ja not_active Withdrawn
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1767506A1 (fr) * | 2005-09-27 | 2007-03-28 | Elotex AG | Poudres redispersables dans l'eau, procédé de production de lesdites poudres et leur utilisation |
| WO2007036324A1 (fr) * | 2005-09-27 | 2007-04-05 | Elotex Ag | Poudre redispersible dans l'eau, procede pour la preparer et son utilisation |
| EP2371792A1 (fr) | 2005-09-27 | 2011-10-05 | Akzo Nobel N.V. | Poudre pouvant être dispersée à nouveau dans l'eau, procédé pour sa fabrication et son utilisation |
| CN101272994B (zh) * | 2005-09-27 | 2013-04-03 | 易来泰股份公司 | 在水中可再分散的粉末,它的生产方法和用途 |
| EA018835B1 (ru) * | 2005-09-27 | 2013-11-29 | Элотекс Аг | Применение редиспергируемого в воде порошка и водной дисперсии в гидравлически твердеющих системах для уменьшения эффлоресценции |
| US9353005B2 (en) | 2005-09-27 | 2016-05-31 | Akzo Nobel N.V. | Process for production of powder redispersible in water and use thereof |
| WO2011098412A1 (fr) | 2010-02-09 | 2011-08-18 | Akzo Nobel Chemicals International B.V. | Procédé pour rendre hydrophobes des mortiers sans ciment |
| US8680181B2 (en) | 2010-02-09 | 2014-03-25 | Akzo Nobel Chemicals International B.V. | Process to hydrophobize cement-free mortars |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2202508T5 (es) | 2007-07-01 |
| DE19613931A1 (de) | 1997-10-09 |
| EP0799876B1 (fr) | 2003-07-02 |
| DE59710360D1 (de) | 2003-08-07 |
| JPH1060399A (ja) | 1998-03-03 |
| DK0799876T3 (da) | 2003-10-06 |
| PT799876E (pt) | 2003-11-28 |
| EP0799876B2 (fr) | 2006-11-15 |
| ES2202508T3 (es) | 2004-04-01 |
| ATE244284T1 (de) | 2003-07-15 |
| US5994438A (en) | 1999-11-30 |
| EP0799876A3 (fr) | 2000-02-23 |
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